참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Fluoride | HCID 522689 | — |
| 반응물 | Methyl 2-bromothiazole-4-carboxylate | HCID 2763213 | — |
| 반응물 | 2,6-Difluoro-4-hydroxybenzeneboronic acid | HCID 45933620 | — |
| 촉매 | HCID 178418851 | HCID 178418851 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | Methyl 2-(2,6-difluoro-4-hydroxyphenyl)thiazole-4-carboxylate | HCID 136377230 | 41.1% |
반응 단계
To a suspension of methyl 2-bromothiazole-4-carboxylate (500 mg, 2.16 mmol), 2,6-difluoro-4-hydroxyphenylboronic acid (2 equiv., 767 mg) and potassium fluoride (3.3 equiv., 414 mg) in tetrahydrofuran (10 mL) and water (1 mL) was added bis(tri-tert-butylphosphine)palladium(0) (0.1 equiv., 110 mg) and the mixture was heated to 120° C. for 15 min in the microwave reactor. After in vacuo concentration, the reaction mixture was purified by CombiFlash (0 to 100% EtOAc in heptane) to provide 241 mg of the title compound as a ˜1:1 mixture with methyl 2-bromothiazole-4-carboxylate, which was used directly without further purification.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09328106B2 |
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| 출처 데이터셋 | uspto-grants-2016_05 |
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| ORD ID | ord-504fae86a77148f69a34eb17da84e96c |
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| 출처 메모 | uspto-grants-2016_05 |
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